Organic Chemistry: Structure and Function
8th Edition
ISBN: 9781319079451
Author: K. Peter C. Vollhardt, Neil E. Schore
Publisher: W. H. Freeman
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Chapter 5, Problem 33P
Interpretation Introduction
Interpretation: The chiral compounds from the given structures needs to be determined.
Concept Introduction:If the four different groups are attached to thecarbon atom it becomes chiral in nature and the compound is known as chiral compound.
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Which of the following molecules is not chiral?
A.
B. 3-chlorohexane
C. 3-chloropentane
D. 2-chloropentane
2-chloro-3-methylpentane
OA
OB
O C
OD
Identify which of the compound is chiral.a. T-butyl alcoholb. 2,2-dimethylpropanec. 1,2,4,5-tetramethylcyclohexaned. 2-hydroxypropanoic acid
1. Tell whether the following pairs of structures are identical or not.
2. For those pairs that are not identical, explain what types of isomers they are.
3. If there are chiral centers, denote them with the correct R,S.
Chapter 5 Solutions
Organic Chemistry: Structure and Function
Ch. 5.1 - Prob. 5.3ECh. 5.1 - Prob. 5.4ECh. 5.1 - Prob. 5.5ECh. 5.2 - Prob. 5.6ECh. 5.2 - Prob. 5.8TIYCh. 5.3 - Prob. 5.9ECh. 5.3 - Prob. 5.11TIYCh. 5.3 - Prob. 5.12ECh. 5.4 - Prob. 5.13ECh. 5.4 - Prob. 5.14E
Ch. 5.4 - Prob. 5.16TIYCh. 5.4 - Prob. 5.17ECh. 5.5 - Prob. 5.18ECh. 5.5 - Prob. 5.19ECh. 5.5 - Prob. 5.20ECh. 5.6 - Prob. 5.21ECh. 5.6 - Prob. 5.22ECh. 5.6 - Prob. 5.23ECh. 5.7 - Prob. 5.24ECh. 5.7 - Prob. 5.26TIYCh. 5.7 - Prob. 5.27ECh. 5 - Prob. 5.1ECh. 5 - Prob. 5.2ECh. 5 - Prob. 30PCh. 5 - Prob. 31PCh. 5 - Prob. 32PCh. 5 - Prob. 33PCh. 5 - Prob. 34PCh. 5 - Prob. 35PCh. 5 - Prob. 36PCh. 5 - Prob. 37PCh. 5 - Prob. 38PCh. 5 - Prob. 39PCh. 5 - Prob. 40PCh. 5 - Prob. 41PCh. 5 - Prob. 42PCh. 5 - Prob. 43PCh. 5 - Prob. 44PCh. 5 - Prob. 45PCh. 5 - Prob. 46PCh. 5 - Prob. 47PCh. 5 - Prob. 48PCh. 5 - Prob. 49PCh. 5 - Prob. 50PCh. 5 - Prob. 51PCh. 5 - Prob. 52PCh. 5 - Prob. 53PCh. 5 - Prob. 54PCh. 5 - Prob. 55PCh. 5 - Prob. 56PCh. 5 - Prob. 57PCh. 5 - Prob. 58PCh. 5 - Prob. 59PCh. 5 - Prob. 60PCh. 5 - Prob. 61PCh. 5 - Prob. 62PCh. 5 - Prob. 63PCh. 5 - Prob. 64PCh. 5 - Prob. 65PCh. 5 - Prob. 66PCh. 5 - Prob. 67PCh. 5 - Prob. 68PCh. 5 - Prob. 69PCh. 5 - Prob. 70PCh. 5 - Prob. 71P
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- Consider the Newman projections, A-C. CHO Н. H CHO OH A CH₂OH OH но. н H ОН CH₂OH B н. НО CHO OH C .CH₂OH н i. Determine the structural relationship of A and B; B and C. ii. Without a change in conformation, assign the configuration to the chiral centers in B.arrow_forwardWhich one of the molecules below has a chiral (optical) isomer? a. C. b. H-C a H3C-C-CH3 H₂C-CH3 с -CH3 d OH d.. H3C- F NH₂ -OH CI H3C-CH₂-COH H₂C-CH3arrow_forward1. In the structure provided choose the option YES or NO to indicate if the carbon atoms are chiral. H 2. Assign the absolute configuration of the asymmetric/chiral centers in the provided structures a, b and c. a. a. C-H HO-CH3 H b. NH₂ 3. For the following two structures compared in parts A and B, determine whether they are enantiomers OR diastereomers OR the same structure drawn differently (non-bonding electrons not included for clarity). d. Br Br OH door OH Br b. CH3 HC OH H-C O Br $R= C. OH Br Br OH Br 1arrow_forward
- Which of the following compounds is chiral? Select one: a. 3-methylpentane b. 3-ethylhexane c. 2-methylpentane d. 3-methylheptane e. 4-ethylheptanearrow_forward.. O 2. Give the molecula formula for the following compounds and star the chiral center(s) in each one of them if there is any. HO NO2 HS N' HOOJ HN Но H. CH3 followingnotegu F. HOO) HO, CH3 HOO). N. ఆరింది 3. Define chiral and an achiral molecules. 4. Define structural (or constitutional isomers). Draw as many constitutional isomers as possible with a molecular formula of C6H14 5. Define stereoisomers and give an example of two stereoisomers (draw them in line-angle notation). 6. Define diastereomers and give an example of two diastereomers (draw them in line-angle notation). 7. Define enantiomers and give an example of two enantiomers (draw them in line-angle notation).arrow_forwardRefer to the following molecule: CH,CH, Br H. H,C NO2 How many achiral carbons are there? Select ] The molecule is chiral. [ Select] What is the configuration on C2? [Select ] Does the molecule have a meso isomer? [ Select ] How many stereoisomers does the molecule have (including the one already shown)? [ Select ] How many diastereomer pairs does the molecule have? [Select] If the -NO2 and -Br switched places, the new compound will be [Select] with the original compound. What is the third priority substituent on carbon 2? Select]arrow_forward
- How many stereoisomers are possible for this structure? How many chiral carbons are in the structure?arrow_forwardOptical Isomers Optical isomers have a chiral carbon atom. A chiral (or asymmetric) carbon atom is one that has four different groups attached to it. a H This carbon is chiral because it has four different groups attached to it. H,N CH, OH C - Identify which carbon (number) has the chiral center CI OH CH3 H H. H2N H- C-H H C F HICI Harrow_forward2. Indicate whether each of the following molecules are chiral or achiral. Circle the chiral carbon(s) if present in each structure. CH3 H–C–CH,CH CH₂CH₂CH₂ a. H CH3 b. C. OHarrow_forward
- Which of the following molecules has a chiral (asymmetric) carbon atom? Br CH3 CH3 CH;CH2CHCH3 CH3-C ; CH3 C-CH,Br CH3CH2CH2CH2Br -Br CH3 CH3 A O a. D O b. C О с. В O d. Aarrow_forwardH ÇI CH3-C-COOH он CH3-C-CH2Br 1. ČI a b 81. Consider the structures above. Which of these two contains a stereocenter? Draw thestructure on your answer sheet and mark the stereocenter with an asterisk. 82. Which of these two is a chiral molecule? Explain your answer. 83. Which of these two can exist as a pair of enantiomers? 84. Draw the pair of enantiomers using three-dimensional representation.arrow_forward(2) Draw the following molecules (include ball and stick model) and encircle the "chiral centers" in them. a. 3-methylhexane b. menthol c. pseudoephedrine Example 2-butanol (sec-butanol) CH3-CH2-CHOH-CH3 H3C- OH CH3 Jeg earrow_forward
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